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Usage

Uses

Used in Organic Synthesis:
1,2-O-Ethylidene-β-D-mannopyranoside Triacetate is used as a key intermediate in organic synthesis for the production of various complex organic compounds. Its unique structure allows it to participate in a wide range of chemical reactions, making it a versatile building block for the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1,2-O-Ethylidene-β-D-mannopyranoside Triacetate is used as a starting material for the synthesis of novel drug candidates. Its unique chemical properties enable the development of new molecules with potential therapeutic applications, contributing to the discovery of innovative treatments for various diseases and medical conditions.
Used in Research and Development:
1,2-O-Ethylidene-β-D-mannopyranoside Triacetate is also used in research and development laboratories for the study of various chemical reactions and processes. Its unique structure and properties make it an ideal candidate for exploring new synthetic routes, reaction mechanisms, and the development of new catalysts and reagents.
Used in Material Science:
In the field of material science, 1,2-O-Ethylidene-β-D-mannopyranoside Triacetate can be used as a component in the development of new materials with specific properties. Its unique chemical structure can be exploited to create materials with tailored characteristics, such as improved mechanical strength, thermal stability, or biocompatibility, depending on the desired application.

InChI:InChI=1/C14H20O9/c1-6(15)18-5-10-11(19-7(2)16)12(20-8(3)17)13-14(23-10)22-9(4)21-13/h9-14H,5H2,1-4H3/t9?,10?,11-,12+,13-,14-/m1/s1

Upstream product

• 4851-64-3 phosphoric acid diethyl ester vinyl ester 
• 13242-53-0 acetobromomannose 
• 83-87-4 D-Mannose pentaacetate 
• 13035-49-9 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl iodide 
• 4163-65-9 per-O-acetyl-α-D-mannopyranose 

Downstream Products

• 868663-78-9 4,6-O-benzylidene-1,2-ethylidene-3-O-(2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyl)-β-D-mannopyranoside 
• 324041-33-0 4,6-O-Benzylidene-1,2-O-ethylidene-β-D-mannopyranose 
• 103-50-4 dibenzyl ether 

Relevant academic research and scientific papers

Polymethylhydrosiloxane (PMHS): A convenient option for synthetic applications of the iodine/silane combined reagent - Straightforward entries to 2-hydroxyglycals and useful building-blocks of glucuronic acid and glucosamine

Polymethylhydrosiloxane (PMHS) proved to be a practically convenient alternative to triethylsilane in a large set of synthetic elaborations entailing the quick generation of glycosyl iodides with a iodine/silane combined reagent. In addition, the scope of this combined reagent was expanded to the especially fast generation of 2-acetoxyglycals, and the rapid synthesis of useful building-blocks of D-glucuronic acids and D-glucosamine. All the synthetic targets were obtained in especially short times either via one-pot procedures or through experimental sequences devoid of laborious chromatographical purifications of intermediates. Polymethylhydrosiloxane (PMHS) is a practically convenient alternative to triethylsilane in a large set of synthetic elaborations entailing the quick generation of glycosyl iodides with a iodine/silane combined reagent. Copyright

Disaccharides as sialic acid aldolase substrates: Synthesis of disaccharides containing a sialic acid at the reducing end

(Chemical Equation Presented) Synthesis with an unfussy enzyme: Escherichia coli sialic acid aldolase has been found to be unusually flexible in accepting disaccharides containing a mannose (Man) or N-glycolylmannosamine (ManNGc) at the reducing end as su

Synthesis of carbosilane dendrimers having peripheral mannose and mannobiose

The mannose monosaccharide derivative, acetylthiopropyl 2,3,4,6-tetra-O-acetyl-α-d-mannopyranoside (Man), and the mannobiose derivative, acetylthiopropyl 2,4,6-tri-O-acetyl-3-O-(2′,3′,4′, 6′-tetra-O-acetyl-α-d-mannopyranosyl)-α-d-mannopyranoside (α-1,3-Man), were synthesized respectively. These mannose derivatives were introduced into carbosilane dendrimer scaffolds of the zero and first generations. As a result, six carbosilane dendrimers were functionalized by Man and α-1,3-Man. Isothermal titration microcalorimetry was done to determine binding assay between mannose moieties of carbosilane dendrimer and concanavalin A. It was found that carbosilane dendrimers bound more efficiently to concanavalin A than free mannose (Me-α-Man) and mannobiose (Me-α-1,3-Man).

Efficient and direct synthesis of saccharidic 1,2-ethylidenes, orthoesters, and glycals from peracetylated sugars via the in situ generation of glycosyl iodides with I2/Et3SiH

Peracetylated sugars can be efficiently converted into the corresponding 1,2-ethylidenes, -orthoesters, and -glycals via the in situ generation of glycosyl iodides promoted by I2/Et3SiH. The approach is straightforward and avoids isolation of the sensitive iodinated intermediates.

Towards α- or β-D-C-glycosyl compounds by tin-catalyzed addition of glycosyl radicals to acrylonitrile and vinylphosphonate, and flexible reduction of tetra-O-acetyl-α-D-glucopyranosyl bromide with cyanoborohydride

Photo-induced radical addition of acetylated α-D-glucopyranosyl bromide (1) to acrylonitrile or diethyl vinylphosphonate, in the presence of catalytic amounts of tri-n-butyltin chloride and sodium (or tetra-n-butylammonium) cyanoborohydride in excess, all